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292818

Sigma-Aldrich

2-Hydroxyethyl acrylate

96%, contains 200-650 ppm monomethyl ether hydroquinone as inhibitor

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Synonym(s):
Ethylene glycol monoacrylate
Linear Formula:
CH2=CHCOOCH2CH2OH
CAS Number:
Molecular Weight:
116.12
Beilstein/REAXYS Number:
969853
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23

vapor density

>1 (vs air)

Quality Level

vapor pressure

<0.1 mmHg ( 20 °C)

assay

96%

form

solid

contains

200-650 ppm monomethyl ether hydroquinone as inhibitor

refractive index

n20/D 1.45 (lit.)

bp

90-92 °C/12 mmHg (lit.)

density

1.011 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

OCCOC(=O)C=C

InChI

1S/C5H8O3/c1-2-5(7)8-4-3-6/h2,6H,1,3-4H2

InChI key

OMIGHNLMNHATMP-UHFFFAOYSA-N

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This Item
128635234923477028
vibrant-m

292818

2-Hydroxyethyl acrylate

vibrant-m

128635

2-Hydroxyethyl methacrylate

vibrant-m

234923

Butyl acrylate

vibrant-m

477028

2-Hydroxyethyl methacrylate

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

contains

200-650 ppm monomethyl ether hydroquinone as inhibitor

contains

≤250 ppm monomethyl ether hydroquinone as inhibitor

contains

10-60 ppm monomethyl ether hydroquinone as inhibitor

contains

≤50 ppm monomethyl ether hydroquinone as inhibitor

refractive index

n20/D 1.45 (lit.)

refractive index

n20/D 1.453 (lit.)

refractive index

n20/D 1.418 (lit.)

refractive index

n20/D 1.453 (lit.)

density

1.011 g/mL at 25 °C (lit.)

density

1.073 g/mL at 25 °C (lit.)

density

0.894 g/mL at 25 °C (lit.)

density

1.073 g/mL at 25 °C (lit.)

vapor density

>1 (vs air)

vapor density

5 (vs air)

vapor density

>1 (vs air)

vapor density

5 (vs air)

General description

2-Hydroxyethyl acrylate (HEA) is a monomer that is widely used in the field of material synthesis for the production of various types of polymers, such as hydrogels, coatings, adhesives, and thermosets. Its versatility lies in its ability to copolymerize with a variety of monomers, resulting in a wide range of polymer properties and applications. Its main use is in the production of hydrogels, which are highly absorbent and can be used in wound dressings, contact lenses, drug delivery systems, and other biomedical applications. Additionally, 2-hydroxyethyl acrylate-based coatings and adhesives are used in various surface modification and bonding applications, owing to their excellent adhesion, flexibility, and chemical resistance properties.

Application

Porous hydrogels can be prepared by copolymerization of 2-hydroxyethyl acrylate and a cross linking agent. 2-hydroxyethyl acrylate may be used in the synthesis of amphilic block copolymers by nitroxide mediated living radical polymeration. Also, it may be used to prepare tuned poly(hydroxyethyl acrylate) by atom transfer radical polymerization.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

213.8 °F - closed cup

flash_point_c

101 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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Karen McAllister et al.
Journal of the American Chemical Society, 124(51), 15198-15207 (2002-12-19)
Polymeric nanogel vectors were developed for cellular gene and antisense delivery. Inverse microemulsion polymerization was utilized to synthesize biocompatible nanogels with controlled size, morphology, and composition. The chemical composition, size, polydispersity, stability, and swelling behavior of the nanogels were investigated
Porous poly (2-hydroxyethyl acrylate) hydrogels.
Monleon Pradas M, et al.
Polymer, 42(10), 4667-4674 (2001)
Konrad Gziut et al.
Polymers, 12(10) (2020-09-30)
A new fabrication method for thin (120 µm) thermally curable structural self-adhesive tapes (SATs) was demonstrated by utilizing a series of acrylic syrups (ASs) modified using Bisphenol A-based liquid epoxy resin. The acrylic syrups containing poly(butyl acrylate-co-butyl methacrylate-co-glycidyl methacrylate-co-2-hydroxyetyl acrylate-co-4-acryloyloxy
M Lepag et al.
Physics in medicine and biology, 46(10), 2665-2680 (2001-11-01)
Polymer gel dosimeters of different formulations were manufactured from different monomers of acrylamide, acrylic acid, methacrylic acid, 1-vinyl-2-pyrrolidinone, 2-hydroxyethyl methacrylate and 2-hydroxyethyl acrylate. Gelatin and agarose were used as the gelling agents and N,N'-methylene-bis-acrylamide was used as a co-monomer in
Sabrina Dehn et al.
Biomacromolecules, 13(9), 2739-2747 (2012-07-10)
A strategy is presented that exploits the ability of synthetic polymers of different nature to disturb the strong self-assembly capabilities of amyloid based β-sheet forming peptides. Following a convergent approach, the peptides of interest were synthesized via solid-phase peptide synthesis

Articles

The manufacture of monomers for use in ophthalmic applications is driven by the need for higher purity, improved reliability of manufacturing supply, but ultimately by the need for the increased comfort, convenience, and safety of contact lens wearers. Daily wear contact lenses have the potential to fill this need for many customers; however, their widespread use is constrained by higher costs compared to weekly- or monthly-based lenses. New approaches that improve cost structure and result in higher quality raw materials are needed to help make contact lenses more affordable and accelerate growth of the contact lens market.

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